I figure you don't get renown for bringing back deck gun rounds, so you might as well use them if you can. You can't use them in bad weather, so you're already limited in what you can do.
Someone once mentioned one U-boat captain that used the deck gun to good effect. I don't remember who it was. It would be nice to read about him.
I prefer to limit deck guns to lone merchants under 3000 tons. However, if I'm low on torpedos and I have 200 deck gun rounds and I'm going to be passing just north of Scapa in good weather on my way home, anything I find there is fair game. As long as it's not shooting back.
As far as I'm concerned, once a convoy has started weaving, it's no longer fair game because they'll scatter in real life. I get one good attack, as many torpedos as I can fire, and I'll return later to pick off stragglers. I don't go head to head with destroyers, as that's a good way to end up exercising the Dead Is Dead rule.
I generally avoid convoys anyway. There are a lot of lone merchants available. Under 3000 tons gets the deck gun. Over that gets a torpedo or two.
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